data_AFN # _chem_comp.id AFN _chem_comp.name "8,9-DIHYDRO-9-HYDROXY-AFLATOXIN B1" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H14 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2003-01-03 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 330.289 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AFN _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1N1N _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal AFN C8A C8A C 0 1 N N N -55.044 9.716 -58.038 -0.685 -1.069 -4.295 C8A AFN 1 AFN C9 C9 C 0 1 N N R -55.521 10.870 -57.138 -1.446 -0.696 -3.004 C9 AFN 2 AFN O9 O9 O 0 1 N N N -56.212 11.832 -57.895 -2.836 -0.512 -3.278 O9 AFN 3 AFN C9A C9A C 0 1 N N R -54.244 11.485 -56.601 -0.795 0.648 -2.543 C9A AFN 4 AFN C9B C9B C 0 1 Y N N -53.621 10.731 -55.479 0.055 0.411 -1.312 C9B AFN 5 AFN O7 O7 O 0 1 N N N -53.920 10.317 -58.672 -0.176 0.184 -4.799 O7 AFN 6 AFN C6A C6A C 0 1 N N R -53.272 11.212 -57.766 0.284 0.905 -3.636 C6A AFN 7 AFN O6A O6A O 0 1 N N N -52.120 10.583 -57.203 1.435 0.230 -3.104 O6A AFN 8 AFN C5A C5A C 0 1 Y N N -52.440 10.241 -55.915 1.357 0.190 -1.747 C5A AFN 9 AFN C5B C5B C 0 1 Y N N -51.739 9.324 -55.132 2.371 -0.034 -0.811 C5B AFN 10 AFN C4B C4B C 0 1 Y N N -52.294 8.906 -53.916 2.086 -0.062 0.537 C4B AFN 11 AFN O4 O4 O 0 1 N N N -51.615 8.010 -53.186 3.078 -0.267 1.439 O4 AFN 12 AFN CM CM C 0 1 N N N -50.421 8.413 -52.551 4.288 -0.418 0.695 CM AFN 13 AFN C4A C4A C 0 1 Y N N -53.550 9.420 -53.474 0.763 0.117 0.973 C4A AFN 14 AFN C10 C10 C 0 1 Y N N -54.178 10.365 -54.273 -0.261 0.386 0.031 C10 AFN 15 AFN O10 O10 O 0 1 Y N N -55.400 10.879 -53.908 -1.529 0.638 0.438 O10 AFN 16 AFN C11 C11 C 0 1 Y N N -56.064 10.500 -52.728 -1.978 0.151 1.626 C11 AFN 17 AFN O11 O11 O 0 1 N N N -57.144 11.039 -52.501 -3.138 -0.173 1.803 O11 AFN 18 AFN C12 C12 C 0 1 Y N N -55.403 9.516 -51.932 -0.956 0.046 2.687 C12 AFN 19 AFN C3A C3A C 0 1 Y N N -54.192 8.998 -52.318 0.398 0.019 2.328 C3A AFN 20 AFN C3 C3 C 0 1 N N N -53.742 7.929 -51.363 1.240 -0.102 3.557 C3 AFN 21 AFN C2A C2A C 0 1 N N N -54.819 7.906 -50.288 0.258 -0.139 4.743 C2A AFN 22 AFN C1 C1 C 0 1 N N N -55.879 8.927 -50.721 -1.118 -0.039 4.121 C1 AFN 23 AFN O1 O1 O 0 1 N N N -56.914 9.109 -50.083 -2.173 -0.032 4.721 O1 AFN 24 AFN H8A2 2H8A H 0 0 N N N -54.841 8.751 -57.515 0.135 -1.749 -4.069 H8A2 AFN 25 AFN H8A H8A H 0 1 N N N -55.834 9.457 -58.743 -1.365 -1.521 -5.019 H8A AFN 26 AFN H9 H9 H 0 1 N N N -56.153 10.539 -56.336 -1.306 -1.465 -2.244 H9 AFN 27 AFN HO9 HO9 H 0 1 N N N -56.601 11.390 -58.647 -3.170 -1.356 -3.609 HO9 AFN 28 AFN H9A H9A H 0 1 N N N -54.352 12.540 -56.360 -1.516 1.459 -2.432 H9A AFN 29 AFN H6A H6A H 0 1 N N N -52.993 12.129 -58.286 0.459 1.963 -3.830 H6A AFN 30 AFN H5B H5B H 0 1 N N N -50.818 8.898 -55.479 3.386 -0.187 -1.147 H5B AFN 31 AFN HM1 1HM H 0 1 N N N -49.983 7.567 -52.025 5.118 -0.586 1.381 HM1 AFN 32 AFN HM2 2HM H 0 1 N N N -50.646 9.209 -51.843 4.196 -1.269 0.020 HM2 AFN 33 AFN HM3 3HM H 0 1 N N N -49.713 8.784 -53.293 4.473 0.486 0.115 HM3 AFN 34 AFN H31 1H3 H 0 1 N N N -52.779 8.176 -50.917 1.903 0.759 3.645 H31 AFN 35 AFN H32 2H3 H 0 1 N N N -53.698 6.962 -51.868 1.823 -1.022 3.523 H32 AFN 36 AFN H2A1 1H2A H 0 0 N N N -54.378 8.191 -49.335 0.436 0.706 5.407 H2A1 AFN 37 AFN H2A2 2H2A H 0 0 N N N -55.265 6.915 -50.208 0.360 -1.077 5.288 H2A2 AFN 38 # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal AFN C8A C9 SING N N 1 AFN C8A O7 SING N N 2 AFN C8A H8A2 SING N N 3 AFN C8A H8A SING N N 4 AFN C9 O9 SING N N 5 AFN C9 C9A SING N N 6 AFN C9 H9 SING N N 7 AFN O9 HO9 SING N N 8 AFN C9A C9B SING N N 9 AFN C9A C6A SING N N 10 AFN C9A H9A SING N N 11 AFN C9B C5A DOUB Y N 12 AFN C9B C10 SING Y N 13 AFN O7 C6A SING N N 14 AFN C6A O6A SING N N 15 AFN C6A H6A SING N N 16 AFN O6A C5A SING N N 17 AFN C5A C5B SING Y N 18 AFN C5B C4B DOUB Y N 19 AFN C5B H5B SING N N 20 AFN C4B O4 SING N N 21 AFN C4B C4A SING Y N 22 AFN O4 CM SING N N 23 AFN CM HM1 SING N N 24 AFN CM HM2 SING N N 25 AFN CM HM3 SING N N 26 AFN C4A C10 DOUB Y N 27 AFN C4A C3A SING Y N 28 AFN C10 O10 SING Y N 29 AFN O10 C11 SING Y N 30 AFN C11 O11 DOUB N N 31 AFN C11 C12 SING Y N 32 AFN C12 C3A DOUB Y N 33 AFN C12 C1 SING N N 34 AFN C3A C3 SING N N 35 AFN C3 C2A SING N N 36 AFN C3 H31 SING N N 37 AFN C3 H32 SING N N 38 AFN C2A C1 SING N N 39 AFN C2A H2A1 SING N N 40 AFN C2A H2A2 SING N N 41 AFN C1 O1 DOUB N N 42 # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor AFN SMILES ACDLabs 10.04 "O=C5C=4C(=O)Oc3c1c(OC2OCC(O)C12)cc(OC)c3C=4CC5" AFN SMILES_CANONICAL CACTVS 3.341 "COc1cc2O[C@H]3OC[C@H](O)[C@H]3c2c4OC(=O)C5=C(CCC5=O)c14" AFN SMILES CACTVS 3.341 "COc1cc2O[CH]3OC[CH](O)[CH]3c2c4OC(=O)C5=C(CCC5=O)c14" AFN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "COc1cc2c(c3c1C4=C(C(=O)CC4)C(=O)O3)[C@@H]5[C@H](CO[C@@H]5O2)O" AFN SMILES "OpenEye OEToolkits" 1.5.0 "COc1cc2c(c3c1C4=C(C(=O)CC4)C(=O)O3)C5C(COC5O2)O" AFN InChI InChI 1.03 "InChI=1S/C17H14O7/c1-21-9-4-10-14(13-8(19)5-22-17(13)23-10)15-12(9)6-2-3-7(18)11(6)16(20)24-15/h4,8,13,17,19H,2-3,5H2,1H3/t8-,13-,17+/m0/s1" AFN InChIKey InChI 1.03 GACWFTLPANAFAK-GVLSTKRJSA-N # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier AFN "SYSTEMATIC NAME" ACDLabs 10.04 "(6aR,9R,9aR)-9-hydroxy-4-methoxy-2,3,6a,8,9,9a-hexahydrocyclopenta[c]furo[3',2':4,5]furo[2,3-h]chromene-1,11-dione" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site AFN "Create component" 2003-01-03 RCSB AFN "Modify descriptor" 2011-06-04 RCSB #